Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Salicylaldehyde | HCID 6998 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 44574259 | HCID 44574259 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67050164 | HCID 67050164 | — |
Reaction Steps
To a suspension of sodium hydride (0.184 g, 7.6 mmol) in dry dimethyl formamide (20 mL), a solution of salicylaldehyde (0.947 g, 7.6 mmol) in dry dimethylformamide (20 mL) was added dropwise under stirring. Stirring was continued for 30 minutes, and compound of example 3 (1.5 g, 7.6mmol) was added to the reaction mixture and heated at 80° C. for 2 hours. To this reaction mixture was added a solution of sodium methoxide (0.044 g) and stirred for 1 hour at 80° C. The reaction mixture was cooled, diluted with water and extracted with chloroform (3×100 mL). Chloroform layer was dried over sodium sulfate and concentrated. The crude product was purified using repetitive column chromatography (silica gel, ethyl acetate/petroleum ether followed by chloroform as an eluent) to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08314103B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-687ad553a71247ca885953ed6b2e97f6 |
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| Source note | uspto-grants-2012_11 |
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